
Pet-friendly holiday rentals in Old Saybrook
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Old Saybrook

Total holiday rentals
Explore 40 holiday rentals in Old Saybrook

Nightly prices starting at
Old Saybrook holiday rentals start at $228 SGD per night before taxes and fees

Verified guest reviews
Over 2,140 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Old Saybrook holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Saybrook rentals

4.9 Average rating
Old Saybrook stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Old Saybrook
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!
PetsOutdoor spacesCleanliness

Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach
Outdoor spacesWalkabilityCleanliness

Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.
WalkabilityOutdoor spacesView

The Beach House (Costa Casa Pelo Mar)
Great accommodations for families or large groups of friends. Amazing amenities and beach location. Family friendly home in a private beach community, in Niantic, CT. Parking pass included, to walk/park steps away from our private beach & walk into Rocky Neck State Park. A short drive to downtown Niantic, great restaurants, Foxwoods & Mohegan Casinos, Shopping (Niantic, Westbrook Outlets, Clinton Crossing), Mystic Aquarium and Seaport, Garde Arts Center, The Kate & SE CT Children's Museum
PetsWalkabilityDecor

The Dragon Fly Garden
The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet
WalkabilityOutdoor spacesAmenities

Steps to Beach! *Cozy Cottage* Pet Friendly
Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.
WalkabilityOutdoor spacesComfort

Walk to the beach at Black Point, Niantic, Ct
Black Point beach home (5th house from water) within walking distance of three beaches. Open floor plan with three levels. Ping Pong room on lower level. Living room, dining room, sitting area, and kitchen on mid level. Three bedrooms & 2 full bath on top level. WI-Fi, linens, coffee, water provided. Fenced in back yard with gas grill. Close to casinos, charter fishing, Essex steam train, Mystic Aquarium & Seaport, and Newport (1 Hr). Walk Niantic Bay Boardwalk or Old Black Point.
PetsOutdoor spacesParking

1920’s charming dollhouse near South Cove
Simple, no frills guest cottage near South Cove in Old Saybrook. Drop your kayak /paddle board in at the end of the street, walk to town for dinner or a show at the Katherine Hepburn Theater, or enjoy a day at town beach only 1.5 miles away. This is a shabby chic escape in a friendly, quiet neighborhood. A few quirks but tons of charm! If you are looking to unplug and sit by the fire pit, read a book, and go to the beach, this is the place for you.
WalkabilityOutdoor spacesQuiet

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON
INSTANT BOOK: Sept '26 - End Sept '27 SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option
Outdoor spacesWalkabilityParks

Best of both worlds!
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!
WalkabilityOutdoor spacesView

Your Nest Near The Beach
Welcome to A Shore Thing, a retro modern beach cottage. This bright and cheerful escape is perfectly located for exploring the shoreline. Whether you are visiting in the summer for sun, surf and sand or in the quieter off-season, you will find the shoreline is packed with an incredible array of inviting destinations. The cottage is just 3/4 of a mile from the beautiful private sandy beach.
Outdoor spacesPetsDecor

"Red House on the Knoll" at Indian Cove
Ecape to the charming beach community of Indian Cove in Guilford and unwind in this beautifully renovated 1920s coastal cottage. Full of character and warmth, this spacious retreat blends historic charm with modern comfort-featuring wood floors, high beam ceilings, and a stunning stone fireplace that creates the perfect cozy atmosphere year round.
PetsOutdoor spacesSleep quality
Popular amenities for Old Saybrook pet-friendly home rentals
Pet-friendly house rentals

Niantic Bay & Play House-Game room, mins to beach
PetsWalkabilityLaundry

Salty Breeze - Waterfront Cottage on the Cove
Outdoor spacesWalkabilityIndoor spaces

Steps to Beach • Hot Tub • Game Room • Water Views
Outdoor spacesPetsParks

Modern farmhouse w/ pool, beach, horses and winery
WalkabilityOutdoor spacesCleanliness

Romantic Getaway at The Lake!
Outdoor spacesPetsKitchen

Historic Home and Cottage with Seaport View
PetsOutdoor spacesCheckout

Serene + private ~ 8 mins to Main Street + beaches
Outdoor spacesWalkabilityCleanliness

White Bird Beachfront. Dock available extra.
WalkabilityOutdoor spacesBeach
Pet-friendly home rentals with a pool

Beauty and the Beach!
PetsOutdoor spacesLayout

Walk to Casino with POOL+HOT TUB
Outdoor spacesWalkabilityAccess

Secluded Farmhouse - Studio Apartment Style Unit
WalkabilityOutdoor spacesHospitality

Perfect New England Getaway has a pool/ hot tub
Outdoor spacesWalkabilitySleep quality

Oasis backyard, Pool, Gym, and Sunroom!
PetsWalkabilityValue

3 BR/Pool. Walk to Beach & Town!
PetsOutdoor spacesIndoor spaces

Montauk Oceanview
PetsWalkabilityHospitality

Private & Pristine with Pool and Kid’s Playard
WalkabilityOutdoor spacesValue
Private, pet-friendly home rentals

Peaceful Riverfront Cottage w/Dock, Walk to Beach
Outdoor spacesPetsParks

Lakeside Getaway Tiny House
Outdoor spacesPetsCheckout

Shalom Cottage Private Beach Access
PetsWalkabilityQuiet

Guesthouse Farm Stay
PetsWalkabilityGetting around

Luxury Driftwood Cottage @ Saybrook Point
Outdoor spacesPetsBiking

Rachel’s Retreat
WalkabilityLocationCleanliness

Cozy beach side home Chalker Beach Old Saybrook
WalkabilityFamilyIndoor spaces

Water View Mid Century Home in Essex CT, 4 Kayaks
PetsOutdoor spacesBathroom
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $387 SGD | $290 SGD | $302 SGD | $350 SGD | $420 SGD | $424 SGD | $405 SGD | $442 SGD | $397 SGD | $350 SGD | $386 SGD | $378 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Destinations to explore
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- University of Connecticut
- University of Rhode Island
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Ski Sundown
- Orient Beach State Park
- Meschutt Beach
- Ditch Plains Beach
- Wesleyan University





